67429-15-6

Basic information

• Product Name: 3,5-Pyridinedicarboxylic acid, 2-[(acetyloxy)methyl]-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-, 3-ethyl 5-(1-methylethyl) ester
• CAS NO: 67429-15-6
• Molecular Formula: C22H26N2O8
• Molecular Weight: 446.457
• Mol File: 67429-15-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3,5-Pyridinedicarboxylic acid, 2-[(acetyloxy)methyl]-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-, 3-ethyl 5-(1-methylethyl) ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Pyridinedicarboxylic acid, 2-[(acetyloxy)methyl]-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-, 3-ethyl 5-(1-methylethyl) ester(67429-15-6)
• EPA Substance Registry System: 3,5-Pyridinedicarboxylic acid, 2-[(acetyloxy)methyl]-1,4-dihydro-6-methyl-4-(3-nitrophenyl)-, 3-ethyl 5-(1-methylethyl) ester(67429-15-6)

Safety Data

• Hazardous Substances Data: 67429-15-6(Hazardous Substances Data)

Upstream product

• 542-08-5 isopropyl acetoacetate 
• 35594-15-1 ethyl 4-acetoxyacetoacetate 
• 40100-28-5 isopropyl 3-aminocrotonate 
• 99-61-6 3-nitro-benzaldehyde 

Downstream Products

• 85678-01-9 isopropyl 2-methyl-4-(3-nitrophenyl)-5-oxo-5,7-dihydrofuro-<3,4-b>-3-pyridinecarboxylate 
• 85678-00-8 isopropyl 2-methyl-4-(3-nitrophenyl)-5-oxo-1,4,5,7-tetrahydrofuro-<3,4-b>-3-pyridinedicarboxylate 

Relevant articles and documents

Nimodipine: Synthesis and metabolic pathway

Key step of the synthesis of the calcium antagonistic cerebral vasodilator (±) isopropyl-2-methoxyethyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate (Bay e 9736, nimodipine) is the cyclising Michael addition. A pharmacokinetic study with 14C-nimodipine in the rat revealed as major metabolites the dihydropyridines as well as the pyridines. A potential metabolic pathway is discussed involving ether cleavage and oxidation to the pyridine form as primary biotransformation steps. Reference metabolites were synthesized using 1,4-dihydropyridines with appropriate functionalities as precursors.